#------------------------------------------------------------------------------
#$Date: 2024-02-04 13:45:53 +0200 (Sun, 04 Feb 2024) $
#$Revision: 289468 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/45/7714582.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7714582
loop_
_publ_author_name
'Jung, Ahyung'
'Li, Yang'
'Ok, Kang Min'
_publ_section_title
;
 Chiral amino acid-templated tin fluorides tailoring nonlinear optical
 properties, birefringence, and photoluminescence.
;
_journal_issue                   1
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              105
_journal_page_last               114
_journal_paper_doi               10.1039/d3dt03257d
_journal_volume                  53
_journal_year                    2023
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C8 H10 N O3, F3 Sn'
_chemical_formula_sum            'C8 H10 F3 N O3 Sn'
_chemical_formula_weight         343.86
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   direct
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.5
_audit_creation_date             2023-03-15T16:14:44-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2023-10-05 deposited with the CCDC.	2023-11-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.8650(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.9798(3)
_cell_length_b                   5.8516(2)
_cell_length_c                   23.4718(9)
_cell_measurement_reflns_used    9917
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.57
_cell_measurement_theta_min      2.68
_cell_measurement_wavelength     0.71076
_cell_volume                     1095.88(7)
_computing_cell_refinement       'SAINT V8.40B integration software'
_computing_data_collection       'Bruker APEX4 software'
_computing_data_reduction        'Bruker APEX4 software'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013/2)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'PHOTON II CPAD detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       'x-axis to radiation source'
_diffrn_orient_matrix_UB_11      -0.091174
_diffrn_orient_matrix_UB_12      0.103922
_diffrn_orient_matrix_UB_13      0.007615
_diffrn_orient_matrix_UB_21      -0.140825
_diffrn_orient_matrix_UB_22      -0.069449
_diffrn_orient_matrix_UB_23      0.004713
_diffrn_orient_matrix_UB_31      0.032564
_diffrn_orient_matrix_UB_32      -0.009202
_diffrn_orient_matrix_UB_33      0.041657
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.066
_diffrn_reflns_av_unetI/netI     0.0509
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            22295
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.509
_diffrn_reflns_theta_min         2.553
_diffrn_source                   'sealed x-ray tube'
_exptl_absorpt_coefficient_mu    2.365
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_correction_T_min  0.492
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
        SADABS-2016/2 - Bruker AXS area detector scaling and absorption correcti
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.084
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.158
_exptl_crystal_size_mid          0.131
_exptl_crystal_size_min          0.069
_refine_diff_density_max         1.42
_refine_diff_density_min         -0.844
_refine_diff_density_rms         0.137
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.11(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     304
_refine_ls_number_reflns         5527
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0339
_refine_ls_R_factor_gt           0.0321
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0443P)²+0.4217P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0794
_refine_ls_wR_factor_ref         0.0803
_reflns_Friedel_coverage         0.823
_reflns_Friedel_fraction_full    1
_reflns_Friedel_fraction_max     0.993
_reflns_number_gt                5309
_reflns_number_total             5527
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt03257d2.cif
_cod_data_source_block           SSn(II)
_cod_depositor_comments
'Adding full bibliography for 7714580--7714583.cif.'
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7714582
_shelx_estimated_absorpt_t_min   0.706
_shelx_estimated_absorpt_t_max   0.854
_shelx_shelxl_version_number     2018/3
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn1 Sn 1.02552(4) 0.86964(6) 0.41921(2) 0.01451(10) Uani 1 1 d . . . . .
Sn2 Sn 0.46125(5) 0.13929(6) -0.08092(2) 0.01342(10) Uani 1 1 d . . . . .
F1 F 0.7779(5) 0.9452(7) 0.42268(16) 0.0225(8) Uani 1 1 d . . . . .
F2 F 0.9718(5) 0.7006(7) 0.49570(17) 0.0210(8) Uani 1 1 d . . . . .
F3 F 0.9426(5) 0.5837(6) 0.37494(16) 0.0223(8) Uani 1 1 d . . . . .
F4 F 0.5427(5) 0.3226(6) -0.00806(15) 0.0192(8) Uani 1 1 d . . . . .
F5 F 0.5548(5) 0.4061(7) -0.13000(15) 0.0226(8) Uani 1 1 d . . . . .
F6 F 0.7028(5) 0.0313(7) -0.07860(15) 0.0228(8) Uani 1 1 d . . . . .
O1 O 0.4805(9) 0.8065(9) 0.8255(2) 0.0330(14) Uani 1 1 d D . . . .
H1O H 0.519(11) 0.664(9) 0.840(4) 0.049 Uiso 1 1 d D U . . .
O2 O 0.9480(8) 0.1889(9) 0.32523(19) 0.0325(13) Uani 1 1 d D . . . .
O3 O 0.7552(5) 0.9310(8) 0.55373(19) 0.0202(9) Uani 1 1 d D . . . .
H3O H 0.828(8) 0.848(13) 0.531(3) 0.03 Uiso 1 1 d D U . . .
O4 O 0.5775(5) 0.6481(9) 0.52990(18) 0.0204(8) Uani 1 1 d . . . . .
O5 O 0.7447(5) 0.0801(8) 0.05312(19) 0.0192(9) Uani 1 1 d D . . . .
H5O H 0.670(8) 0.189(11) 0.037(3) 0.029 Uiso 1 1 d D U . . .
O6 O 0.9320(5) 0.3484(8) 0.02958(18) 0.0199(9) Uani 1 1 d . . . . .
H2O H 0.941(10) 0.341(6) 0.339(3) 0.03 Uiso 1 1 d D U . . .
N1 N 0.3103(6) 0.8884(10) 0.56548(19) 0.0152(9) Uani 1 1 d . . . . .
H1A H 0.230441 0.960728 0.58609 0.023 Uiso 1 1 calc R U . . .
H1B H 0.297796 0.734475 0.569045 0.023 Uiso 1 1 calc R U . . .
H1C H 0.299112 0.928308 0.52815 0.023 Uiso 1 1 calc R U . . .
N2 N 1.1915(6) 0.0936(9) 0.0687(2) 0.0168(10) Uani 1 1 d . . . . .
H2A H 1.269576 0.019209 0.090403 0.025 Uiso 1 1 calc R U . . .
H2B H 1.207276 0.247072 0.071842 0.025 Uiso 1 1 calc R U . . .
H2C H 1.201955 0.05106 0.031602 0.025 Uiso 1 1 calc R U . . .
C1 C 0.4897(8) 0.8355(12) 0.7677(2) 0.0208(13) Uani 1 1 d . . . . .
C2 C 0.5477(9) 0.6684(12) 0.7313(3) 0.0252(14) Uani 1 1 d . . . . .
H2 H 0.587488 0.527109 0.746191 0.03 Uiso 1 1 calc R U . . .
C3 C 0.5477(9) 0.7076(11) 0.6730(3) 0.0216(13) Uani 1 1 d . . . . .
H3 H 0.584449 0.59095 0.647924 0.026 Uiso 1 1 calc R U . . .
C4 C 0.4944(7) 0.9157(10) 0.6509(2) 0.0150(11) Uani 1 1 d . . . . .
C5 C 0.4392(9) 1.0842(11) 0.6879(3) 0.0227(14) Uani 1 1 d . . . . .
H5 H 0.403069 1.227259 0.673024 0.027 Uiso 1 1 calc R U . . .
C6 C 0.4362(11) 1.0460(12) 0.7462(3) 0.0271(16) Uani 1 1 d . . . . .
H6 H 0.398249 1.161971 0.771254 0.033 Uiso 1 1 calc R U . . .
C7 C 0.4804(7) 0.9568(12) 0.5872(2) 0.0145(12) Uani 1 1 d . . . . .
H7 H 0.495158 1.124051 0.580012 0.017 Uiso 1 1 calc R U . . .
C8 C 0.6091(7) 0.8301(10) 0.5537(2) 0.0142(11) Uani 1 1 d . . . . .
C9 C 0.9674(8) 0.1613(12) 0.2683(2) 0.0197(12) Uani 1 1 d . . . . .
C10 C 1.0341(9) 0.3307(11) 0.2340(3) 0.0219(14) Uani 1 1 d . . . . .
H10 H 1.068645 0.472397 0.250116 0.026 Uiso 1 1 calc R U . . .
C11 C 1.0501(9) 0.2908(11) 0.1753(3) 0.0199(13) Uani 1 1 d . . . . .
H11 H 1.092434 0.407921 0.151525 0.024 Uiso 1 1 calc R U . . .
C12 C 1.0046(7) 0.0823(9) 0.1519(2) 0.0126(11) Uani 1 1 d . . . . .
C13 C 0.9372(9) -0.0854(11) 0.1866(3) 0.0213(13) Uani 1 1 d . . . . .
H13 H 0.904017 -0.227926 0.170721 0.026 Uiso 1 1 calc R U . . .
C14 C 0.9182(10) -0.0455(12) 0.2447(3) 0.0261(15) Uani 1 1 d . . . . .
H14 H 0.871272 -0.160495 0.268188 0.031 Uiso 1 1 calc R U . . .
C15 C 1.0214(7) 0.0338(11) 0.0885(2) 0.0125(11) Uani 1 1 d . . . . .
H15 H 1.001317 -0.132653 0.081581 0.015 Uiso 1 1 calc R U . . .
C16 C 0.8942(7) 0.1728(11) 0.0530(2) 0.0145(11) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F1 Sn1 F3 83.83(15) . . ?
F1 Sn1 F2 81.77(15) . . ?
F3 Sn1 F2 88.89(16) . . ?
F6 Sn2 F5 84.27(15) . . ?
F6 Sn2 F4 81.71(14) . . ?
F5 Sn2 F4 87.63(14) . . ?
O1 C1 C2 123.2(6) . . ?
O1 C1 C6 116.5(6) . . ?
C2 C1 C6 120.2(6) . . ?
C1 C2 C3 119.8(6) . . ?
C4 C3 C2 120.5(6) . . ?
C3 C4 C5 119.3(5) . . ?
C3 C4 C7 121.6(6) . . ?
C5 C4 C7 118.9(6) . . ?
C6 C5 C4 120.8(6) . . ?
C5 C6 C1 119.3(6) . . ?
N1 C7 C8 108.4(5) . . ?
N1 C7 C4 110.2(5) . . ?
C8 C7 C4 113.4(5) . . ?
O4 C8 O3 124.7(5) . . ?
O4 C8 C7 122.0(5) . . ?
O3 C8 C7 113.2(5) . . ?
O2 C9 C14 117.5(6) . . ?
O2 C9 C10 122.4(6) . . ?
C14 C9 C10 120.1(5) . . ?
C9 C10 C11 119.4(6) . . ?
C12 C11 C10 120.6(6) . . ?
C11 C12 C13 119.4(5) . . ?
C11 C12 C15 121.8(5) . . ?
C13 C12 C15 118.8(5) . . ?
C12 C13 C14 120.3(6) . . ?
C9 C14 C13 120.2(6) . . ?
N2 C15 C12 110.9(5) . . ?
N2 C15 C16 107.8(5) . . ?
C12 C15 C16 111.3(5) . . ?
O6 C16 O5 126.0(5) . . ?
O6 C16 C15 122.0(5) . . ?
O5 C16 C15 112.0(5) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sn1 F1 2.027(4) . ?
Sn1 F3 2.073(4) . ?
Sn1 F2 2.100(4) . ?
Sn2 F6 2.028(4) . ?
Sn2 F5 2.085(4) . ?
Sn2 F4 2.113(4) . ?
O1 C1 1.369(7) . ?
O2 C9 1.357(7) . ?
O3 C8 1.306(7) . ?
O4 C8 1.227(8) . ?
O5 C16 1.311(7) . ?
O6 C16 1.206(8) . ?
N1 C7 1.497(7) . ?
N2 C15 1.483(8) . ?
C1 C2 1.383(9) . ?
C1 C6 1.396(10) . ?
C2 C3 1.389(8) . ?
C3 C4 1.387(8) . ?
C4 C5 1.389(8) . ?
C4 C7 1.519(8) . ?
C5 C6 1.389(9) . ?
C7 C8 1.498(8) . ?
C9 C14 1.385(10) . ?
C9 C10 1.388(9) . ?
C10 C11 1.405(8) . ?
C11 C12 1.384(8) . ?
C12 C13 1.389(8) . ?
C12 C15 1.522(7) . ?
C13 C14 1.394(9) . ?
C15 C16 1.537(8) . ?
